hydrogenchloride; acetic anhydride in pyridine; ethyl acetate

sodium hydroxide in water T=20°C; 1.5 h; Cooling with ice;

sodium hydroxide; tetra-(n-butyl)ammonium iodide in dichloromethane T=0 - 5°C;

T=150°C; 6 h;

pyridine; aniline

pyridine; sodium acetate T=170°C;

acetic anhydride T=110°C;

1: SOCl2 / 2 h / 90 °C 2: sodium cyanoborohydride, HCl(g) / tetrahydrofuran / 3 h 3: 1M aq. NaOH / 1 h / Ambient temperature View Scheme

potassium hydroxide 4 h; Heating;

1: trans-3-[4-acetyloxy-3-methoxyphenyl]-2-propenoic acid With N-bromosuccinmide; anhydrous lithium acetate in ethylene glycol dimethyl ether; water T=100°C; Hunsdiecker bromodecarboxylation; 0.0166667 h; microwave irradiation; 2: 3,4,5-trimethoxyphenylboronic acid With sodium hydroxide; tetrakis(triphenylphosphine) palladium(0) in ethylene glycol dimethyl ether; water T=100°C; Suzuki cross-coupling; 0.166667 h; Further stages.;